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(S)-(-)-1-Phenylethanol

Catalog Number
ACM1445916-1
Product Name
(S)-(-)-1-Phenylethanol
Structure
(S)-(-)-1-Phenylethanol
CAS
1445-91-6
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Description
(S)-(-)-1-Phenylethanol can be prepared from acetophenone via enantioselective bioreduction in the presence of Rhizopus arrhizus as a biocatalyst.
Synonyms
(S)-(-)-sec-Phenylethyl alcohol, (-)-Methyl phenyl carbinol, (S)-(-)-α-Methylbenzyl alcohol
Molecular Weight
122.16
Molecular Formula
C8H10O
InChI
1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m0/s1
InChI Key
WAPNOHKVXSQRPX-ZETCQYMHSA-N
Boiling Point
88-89 °C/10 mmHg (lit.)
Melting Point
9-11 °C (lit.)
Density
1.012 g/mL at 20 °C (lit.)
Assay
≥98.5% (sum of enantiomers, GC)
Color Form
liquid
Optical Activity
[α]/D -45±2°, c = 5% in methanol
Optical Purity
enantiomeric ratio: ≥97:3 (GC)
Refractive Index
n20/D 1.527
Application
(S)-(-)-1-Phenylethanol can be used as:
A starting material to prepare (1S,3R,4S)-1-methyl-3,4-diphenyl-3,4-dihydro-1H-isochromene-3,4-diol (a cyclic hemiacetal) by reacting with benzil via dilithiation reaction.
A chiral solvent in the symmetric synthesis of substituted spiroundecenetriones via amino acid-catalyzed domino Knoevenagel/Diels-Alder reactions.
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